2 Bedroom Apartments for Rent in Cypress Gardens, FL (77 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
Prose Cypress Pointe
Rent Specials
$1,599 - $1,870
Total Monthly Price

Total Monthly Price

Base Rent
$1,299 - $1,870

Total Monthly Price
$1,299 - $1,870
2 Bedroom Apartments Available Now

Prose Cypress Pointe

3110 Gowan DrWinter Haven, FL 33884
Affordability
  • Verified
  • Customer Reviewed
  • 3D Tour

Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

property at 5624 Struthers Ct

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

2 Bedroom, 1 Bath Home for Rent

Available Now

5624 Struthers Ct

Winter HavenFL33884
property at 1407 N Lake Shipp Dr SW

$1,525

Total Monthly Price

Total Monthly Price

Base Rent
$1,525

Total Monthly Price
$1,525

2 Bedroom, 1 Bath Home for Rent

Available Now

1407 N Lake Shipp Dr SW

Winter HavenFL33880

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

property at 430 Ave B NE

$1,275

2 Bedroom Rentals

Available Now

430 Ave B NE

Winter HavenFL33881
property at 163 Ave A SE

$1,250

2 Bedroom Rentals

Available Now

163 Ave A SE

Winter HavenFL33880

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

property at 900 Ave Z SE

$1,375

2 Bedroom Rentals

Available Now

900 Ave Z SE

Winter HavenFL33880

Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

property at 5667 Struthers Ct

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

2 Bedroom, 1 Bath Home for Rent

Available Now

5667 Struthers Ct

Winter HavenFL33884
property at 630 Pavare Ct

$1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250

2 Bedroom, 2 Bath Condo for Rent

Available Now

630 Pavare Ct

Winter HavenFL33884

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

Cypress Gardens, FL Local Guide

Largest Available Cypress Gardens and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Cypress Gardens, FL is found at Lakeshore Club in the Graydon Hills neighborhood and is 1,400 square feet priced from $1,700. Briarcrest at Winter Haven has the second largest 2 Bedroom, which is sized at 1,194 square feet and currently listed start at $1,220. Here is today’s list of the largest available 2 Bedroom units in Cypress Gardens:

Apartment ListingModel NameSquare FootagePriced From
Lakeshore Club2 Bedroom, 2 Bathroom1,400 Sq Ft$1,700
Briarcrest at Winter HavenThe Hamilton1,194 Sq Ft$1,220
Prose Cypress PointeB11,180 Sq Ft$1,599
The Arbours at Garden GroveTwo Bedrooms/Two Baths1,105 Sq Ft$1,300
The BreezeCPH11,086 Sq Ft$2,225
Carlton Arms Of Winter Haven(C3B-2) Upstairs1,070 Sq Ft$1,465
RaindanceC-21,058 Sq Ft$2,170
The Waverly at Winter HavenB31,056 Sq Ft$1,799
Della Vita ApartmentsTwo Bed 2 Bath950 Sq Ft$1,370
Central Haven Apartments2 Beds, 1 bath850 Sq Ft$1,275

Cheapest Available Cypress Gardens and Nearby 2 Bedroom Apartments

As of May 23, 2026 the lowest priced 2 Bedroom apartment unit in Cypress Gardens, FL is the The Hamilton Model starting from $1,220 at Briarcrest at Winter Haven in the Graydon Hills neighborhood. The second most affordable Cypress Gardens 2 Bedroom is the 2 Beds, 1 bath Model at Central Haven Apartments starting at $1,275 . The average price for all 2 Bedroom apartments in Cypress Gardens is currently $1,717. Here is today’s list of the cheapest available 2 Bedroom options in Cypress Gardens:

Apartment ListingModel NamePriced From
Briarcrest at Winter HavenThe Hamilton$1,220
Central Haven Apartments2 Beds, 1 bath$1,275
The Arbours at Garden GroveTwo Bedrooms/Two Baths Reno$1,300
Della Vita ApartmentsTwo Bed 1 Bath$1,315
Carlton Arms Of Winter Haven(C3B-2) Upstairs$1,465
Lakeshore Club2 Bedroom, 2 Bathroom$1,489
Prose Cypress PointeB1$1,599
The Waverly at Winter HavenB1$1,700
The BreezeC2$1,850
The Jade2 Comfy$1,850

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

Read Article
Decorative image

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Cypress Gardens, FL Rentals by Map

View Map
Cypress Gardens, FL Apartments Map
View Map
Cypress Gardens, FL Rental Homes Map

Frequently Asked Questions about 2 Bedroom Cypress Gardens Apartments

What is the Cheapest apartment in Cypress Gardens with 2 Bedroom?

Currently the most affordable 2 Bedroom in Cypress Gardens is at Briarcrest at Winter Haven listed at $1,220.

How much is the average rent for a 2 Bedroom Cypress Gardens Apartment?

The average rent for a 2 Bedroom Apartment in Cypress Gardens is $1,717.

What is the largest available 2 Bedroom Cypress Gardens Apartment for rent?

Today's apartment with the most square footage in Cypress Gardens is a 1,400 square feet unit starting from $1,700 at Lakeshore Club.

What is the average size for Cypress Gardens 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Cypress Gardens is currently 943 sq ft.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Articles, How-To's, and Tips

decorative image for A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back article

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

decorative image for Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts  article

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

decorative image for What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.